WO2012080450A1 - Azaindoles as respiratory syncytial virus antiviral agents - Google Patents

Azaindoles as respiratory syncytial virus antiviral agents Download PDF

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Publication number
WO2012080450A1
WO2012080450A1 PCT/EP2011/073016 EP2011073016W WO2012080450A1 WO 2012080450 A1 WO2012080450 A1 WO 2012080450A1 EP 2011073016 W EP2011073016 W EP 2011073016W WO 2012080450 A1 WO2012080450 A1 WO 2012080450A1
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WIPO (PCT)
Prior art keywords
group
compound
compound according
alkyl
compounds
Prior art date
Application number
PCT/EP2011/073016
Other languages
English (en)
French (fr)
Inventor
Ludwig Paul Cooymans
Samuël Dominique DEMIN
Lili Hu
Tim Hugo Maria Jonckers
Pierre Jean-Marie Bernard Raboisson
Abdellah Tahri
Sandrine Marie Helene Vendeville
Original Assignee
Janssen R&D Ireland
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to EA201390885A priority Critical patent/EA025402B1/ru
Priority to US13/993,543 priority patent/US9051317B2/en
Priority to CA2822002A priority patent/CA2822002C/en
Priority to KR1020137016526A priority patent/KR101876791B1/ko
Priority to AU2011343259A priority patent/AU2011343259B2/en
Priority to JP2013543804A priority patent/JP5876502B2/ja
Application filed by Janssen R&D Ireland filed Critical Janssen R&D Ireland
Priority to EP11799682.7A priority patent/EP2651936B1/en
Priority to CN201180060368.1A priority patent/CN103339128B/zh
Priority to ES11799682.7T priority patent/ES2624263T3/es
Publication of WO2012080450A1 publication Critical patent/WO2012080450A1/en
Priority to US14/704,292 priority patent/US9339494B2/en
Priority to US15/153,591 priority patent/US9896459B2/en

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00

Definitions

  • Step 1 synthesis of ethyl 3-(2-chloro-5-nitropyridin-4-yl)-2-oxopropanoate 10-a
PCT/EP2011/073016 2010-12-16 2011-12-16 Azaindoles as respiratory syncytial virus antiviral agents WO2012080450A1 (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
US13/993,543 US9051317B2 (en) 2010-12-16 2011-12-16 Azaindoles as respiratory syncytial virus antiviral agents
CA2822002A CA2822002C (en) 2010-12-16 2011-12-16 Azaindoles as respiratory syncytial virus antiviral agents
KR1020137016526A KR101876791B1 (ko) 2010-12-16 2011-12-16 호흡기 세포융합 바이러스 항바이러스제로서의 아자인돌
AU2011343259A AU2011343259B2 (en) 2010-12-16 2011-12-16 Azaindoles as respiratory syncytial virus antiviral agents
JP2013543804A JP5876502B2 (ja) 2010-12-16 2011-12-16 呼吸合胞体ウイルスの抗ウイルス剤としてのアザインドール
EA201390885A EA025402B1 (ru) 2010-12-16 2011-12-16 Азаиндолы в качестве противовирусных агентов против респираторного синцитиального вируса
EP11799682.7A EP2651936B1 (en) 2010-12-16 2011-12-16 Azaindoles as respiratory syncytial virus antiviral agents
CN201180060368.1A CN103339128B (zh) 2010-12-16 2011-12-16 作为呼吸道合胞病毒抗病毒剂的氮杂吲哚
ES11799682.7T ES2624263T3 (es) 2010-12-16 2011-12-16 Azaindoles en calidad de agentes antivirales del virus sincitial respiratorio
US14/704,292 US9339494B2 (en) 2010-12-16 2015-05-05 Azaindoles as respiratory syncytial virus antiviral agents
US15/153,591 US9896459B2 (en) 2010-12-16 2016-05-12 Azaindoles as respiratory syncytial virus antiviral agents

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP10195473.3 2010-12-16
EP10195473 2010-12-16

Related Child Applications (2)

Application Number Title Priority Date Filing Date
US13/993,543 A-371-Of-International US9051317B2 (en) 2010-12-16 2011-12-16 Azaindoles as respiratory syncytial virus antiviral agents
US14/704,292 Division US9339494B2 (en) 2010-12-16 2015-05-05 Azaindoles as respiratory syncytial virus antiviral agents

Publications (1)

Publication Number Publication Date
WO2012080450A1 true WO2012080450A1 (en) 2012-06-21

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2011/073016 WO2012080450A1 (en) 2010-12-16 2011-12-16 Azaindoles as respiratory syncytial virus antiviral agents

Country Status (12)

Country Link
US (3) US9051317B2 (zh)
EP (1) EP2651936B1 (zh)
JP (1) JP5876502B2 (zh)
KR (1) KR101876791B1 (zh)
CN (1) CN103339128B (zh)
AR (1) AR084337A1 (zh)
AU (1) AU2011343259B2 (zh)
CA (1) CA2822002C (zh)
EA (1) EA025402B1 (zh)
ES (1) ES2624263T3 (zh)
TW (1) TWI501967B (zh)
WO (1) WO2012080450A1 (zh)

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JP2013545786A (ja) * 2010-12-16 2013-12-26 ヤンセン・アールアンドデイ・アイルランド 呼吸合胞体ウイルスの抗ウイルス剤としてのアザベンゾイミダゾール
JP2013545787A (ja) * 2010-12-16 2013-12-26 ヤンセン・アールアンドデイ・アイルランド 呼吸合胞体ウイルスの抗ウイルス剤としてのアザインドール
JP2014503525A (ja) * 2010-12-16 2014-02-13 ヤンセン・アールアンドデイ・アイルランド 呼吸合胞体ウイルスの抗ウイルス剤としてのインドール
WO2014111871A1 (en) 2013-01-17 2014-07-24 Aurigene Discovery Technologies Limited 4,5-dihydroisoxazole derivatives as nampt inhibitors
WO2015022263A1 (en) * 2013-08-12 2015-02-19 F. Hoffmann-La Roche Ag Novel aza-oxo-indoles for the treatment and prophylaxis of respiratory syncytial virus infection
CN104540816A (zh) * 2012-06-15 2015-04-22 爱尔兰詹森研发公司 作为呼吸道合胞病毒抗病毒剂的被杂环取代的1,3-二氢-2h-苯并咪唑-2-酮衍生物
WO2016022464A1 (en) * 2014-08-05 2016-02-11 Alios Biopharma, Inc. Combination therapy for treating a paramyxovirus
CN105408330A (zh) * 2013-08-12 2016-03-16 豪夫迈·罗氏有限公司 新的用于治疗和预防呼吸道合胞病毒感染的氮杂-氧代-吲哚
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US9617289B2 (en) 2012-10-16 2017-04-11 Janssen Sciences Ireland Uc RSV antiviral compounds
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US9738652B2 (en) 2014-04-14 2017-08-22 Janssen Sciences Ireland Uc Spiro urea compounds as RSV antiviral compounds
US9845321B2 (en) 2012-06-15 2017-12-19 Janssen Sciences Ireland Uc 1,3-dihydro-2H-benzimidazol-2-one derivatives substituted with heterocycles as respiratory syncytial virus antiviral agents
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US10358453B2 (en) 2015-02-25 2019-07-23 Alios Biopharma, Inc. Antiviral compounds
US11021444B2 (en) 2013-08-21 2021-06-01 Janssen Biopharma, Inc. Antiviral compounds
US11091501B2 (en) 2017-06-30 2021-08-17 Enanta Pharmaceuticals, Inc. Heterocyclic compounds as RSV inhibitors
US11254664B2 (en) 2019-03-18 2022-02-22 Enanta Pharmaceuticals, Inc. Benzodiazepine derivatives as RSV inhibitors
WO2022090481A1 (en) 2020-11-02 2022-05-05 Boehringer Ingelheim International Gmbh Substituted 1h-pyrazolo[4,3-c]pyridines and derivatives as egfr inhibitors
US11420976B2 (en) 2020-01-24 2022-08-23 Enanta Pharmaceuticals, Inc. Heterocyclic compounds as anti-viral agents
US11505558B1 (en) 2019-10-04 2022-11-22 Enanta Pharmaceuticals, Inc. Antiviral heterocyclic compounds
US11534439B2 (en) 2020-07-07 2022-12-27 Enanta Pharmaceuticals, Inc. Dihydroquinoxaline and dihydropyridopyrazine derivatives as RSV inhibitors
US11572367B2 (en) 2019-10-04 2023-02-07 Enanta Pharmaceuticals, Inc. Antiviral heterocyclic compounds
US11945824B2 (en) 2020-10-19 2024-04-02 Enanta Pharmaceuticals, Inc. Heterocyclic compounds as anti-viral agents
US11945830B2 (en) 2021-02-26 2024-04-02 Enanta Pharmaceuticals, Inc. Antiviral heterocyclic compounds

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TWI530495B (zh) 2010-12-16 2016-04-21 健生科學愛爾蘭無限公司 苯并咪唑呼吸道融合病毒抑制劑
TWI541241B (zh) 2010-12-16 2016-07-11 健生科學愛爾蘭無限公司 作為呼吸道融合病毒抗病毒劑之咪唑并吡啶類
JP2016518421A (ja) 2013-05-14 2016-06-23 エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ 呼吸器合胞体ウイルス感染症の処置および予防のためのアザ−オキソ−インドール
CN105392787B (zh) * 2013-05-14 2017-11-24 豪夫迈·罗氏有限公司 用于治疗和预防呼吸道合胞病毒感染的氮杂‑氧代‑吲哚
MX2021001186A (es) 2015-11-20 2022-10-11 Forma Therapeutics Inc Purinonas como inhibidores de proteasa especifica de ubiquitina 1.
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JP2013545787A (ja) * 2010-12-16 2013-12-26 ヤンセン・アールアンドデイ・アイルランド 呼吸合胞体ウイルスの抗ウイルス剤としてのアザインドール
JP2014503525A (ja) * 2010-12-16 2014-02-13 ヤンセン・アールアンドデイ・アイルランド 呼吸合胞体ウイルスの抗ウイルス剤としてのインドール
US9944638B2 (en) 2010-12-16 2018-04-17 Janssen Sciences Ireland Us Indoles as respiratory syncytial virus antiviral agents
US9896459B2 (en) 2010-12-16 2018-02-20 Janssen Sciences Ireland Uc Azaindoles as respiratory syncytial virus antiviral agents
US9890178B2 (en) 2010-12-16 2018-02-13 Janssen Sciences Ireland Uc Azabenzimidazoles as respiratory syncytial virus antiviral agents
JP2013545786A (ja) * 2010-12-16 2013-12-26 ヤンセン・アールアンドデイ・アイルランド 呼吸合胞体ウイルスの抗ウイルス剤としてのアザベンゾイミダゾール
CN104540816A (zh) * 2012-06-15 2015-04-22 爱尔兰詹森研发公司 作为呼吸道合胞病毒抗病毒剂的被杂环取代的1,3-二氢-2h-苯并咪唑-2-酮衍生物
US20150158862A1 (en) * 2012-06-15 2015-06-11 Janssen R&D Ireland 1,3-dihydro-2h-benzimidazol-2-one derivatives substituted with heterocycles as respiratory syncytial virus antiviral agents
US9845321B2 (en) 2012-06-15 2017-12-19 Janssen Sciences Ireland Uc 1,3-dihydro-2H-benzimidazol-2-one derivatives substituted with heterocycles as respiratory syncytial virus antiviral agents
US9617289B2 (en) 2012-10-16 2017-04-11 Janssen Sciences Ireland Uc RSV antiviral compounds
WO2014111871A1 (en) 2013-01-17 2014-07-24 Aurigene Discovery Technologies Limited 4,5-dihydroisoxazole derivatives as nampt inhibitors
JP2016530257A (ja) * 2013-08-12 2016-09-29 エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ 呼吸器合胞体ウイルス感染症の処置および予防のための新規アザ−オキソ−インドール
US9670211B2 (en) 2013-08-12 2017-06-06 Hoffmann-La Roche Inc. Aza-oxo-indoles for the treatment and prophylaxis of respiratory syncytial virus infection
CN105408330A (zh) * 2013-08-12 2016-03-16 豪夫迈·罗氏有限公司 新的用于治疗和预防呼吸道合胞病毒感染的氮杂-氧代-吲哚
WO2015022263A1 (en) * 2013-08-12 2015-02-19 F. Hoffmann-La Roche Ag Novel aza-oxo-indoles for the treatment and prophylaxis of respiratory syncytial virus infection
US11021444B2 (en) 2013-08-21 2021-06-01 Janssen Biopharma, Inc. Antiviral compounds
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EP2651936A1 (en) 2013-10-23
JP5876502B2 (ja) 2016-03-02
US9051317B2 (en) 2015-06-09
KR101876791B1 (ko) 2018-08-09
JP2013545787A (ja) 2013-12-26
CN103339128B (zh) 2015-11-25
TWI501967B (zh) 2015-10-01
EA025402B1 (ru) 2016-12-30
US20150231119A1 (en) 2015-08-20
EP2651936B1 (en) 2017-02-22
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AU2011343259A1 (en) 2013-05-02
AU2011343259B2 (en) 2014-11-27
CA2822002A1 (en) 2012-06-21
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US20130267556A1 (en) 2013-10-10
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US9896459B2 (en) 2018-02-20

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